Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Aminoindole | HCID 583431 | — |
| Reactant | HCID 68517076 | HCID 68517076 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 49784796 | HCID 49784796 | 35% |
| Product | HCID 49784797 | HCID 49784797 | 37% |
Reaction Steps
A mixture of N-(6-(4-chloropyridin-3-yl)-2-methylpyrimidin-4-yl)acetamide (50 mg, 190 μmol) and 4-aminoindole (50 mg, 381 μmol, Alfa Aesar) in EtOH (2 mL) was stirred and heated in a Smith Synthesizer® microwave reactor (Personal Chemistry, Inc., Upssala, Sweden) at 160° C. for 30 min. The reaction mixture was diluted with saturated NaHCO3 (3 mL) and extracted with EtOAc (3×20 mL). The organic extract was washed with saturated NaCl (2 mL), dried over Na2SO4, filtered, concentrated in vacuo and the residue was purified by silica gel chromatography eluting with 10% MeOH/EtOAc to give N-(6-(4-(1H-indol-4-ylamino)pyridin-3-yl)-2-methylpyrimidin-4-yl)acetamide (24 mg, 35% yield) and N-(3-(6-amino-2-methylpyrimidin-4-yl)pyridin-4-yl)-1H-indol-4-amine (22 mg, 37% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08362241B2 |
|---|
| Source dataset | uspto-grants-2013_01 |
|---|
| ORD ID | ord-aa477b17971541f3ab5806d12b89706b |
|---|
| Source note | uspto-grants-2013_01 |
|---|